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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532306Generated: October 30, 2026

p-Toluenesulfonic acid monohydrate → Methyl 4-(4-fluoro-2-isopropoxyphenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate

https://huagongshe.com/reaction/532306

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantMethyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 2759834—
Reactant4-Fluoro-2-(1-methylethoxy)benzenamineHCID 3756385—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 4-(4-fluoro-2-isopropoxyphenylamino)-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 46182043—

Reaction Conditions

Temperature110 °C

Reaction Steps

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (112 mg), 4-fluoro-2-isopropoxyaniline (77.9 mg) and p-toluenesulfonic acid monohydrate (15 mg) were dissolved in dioxane (3.0 ml). The reaction was heated at 110° C. under microwave irradiation. Then the reaction mixture was concentrated in vacuo and the residue was dissolved in dichloromethane and extracted with water. The organic phase was dried and concentrated in vacuo. The residue was triturated with diisopropyl ether and filtered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853193B2
Source datasetuspto-grants-2014_10
ORD IDord-7a607f1f638641e6a9b8c8d92198a95a
Source noteuspto-grants-2014_10